Methyl 2-(18,30-dihydroxy-13,22,29-trimethyl-3,7,10,15,31-pentaoxo-2,6,11,16-tetraoxanonacyclo[16.15.3.125,29.01,23.04,34.019,21.022,36.026,28.033,37]heptatriaconta-4(34),13,25(37)-trien-32-ylidene)propanoate

Details

• Internal ID: bd2e22df-bfc3-4d91-b092-4ef2296756b6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: methyl 2-(18,30-dihydroxy-13,22,29-trimethyl-3,7,10,15,31-pentaoxo-2,6,11,16-tetraoxanonacyclo[16.15.3.125,29.01,23.04,34.019,21.022,36.026,28.033,37]heptatriaconta-4(34),13,25(37)-trien-32-ylidene)propanoate
• SMILES (Canonical): CC1=CC(=O)OCC2(C3CC3C4(C2CC5=C(COC(=O)CCC(=O)OC1)C(=O)OC56C4CC7=C8C6C(=C(C)C(=O)OC)C(=O)C(C8(C9C7C9)C)O)C)O
• SMILES (Isomeric): CC1=CC(=O)OCC2(C3CC3C4(C2CC5=C(COC(=O)CCC(=O)OC1)C(=O)OC56C4CC7=C8C6C(=C(C)C(=O)OC)C(=O)C(C8(C9C7C9)C)O)C)O
• InChI: InChI=1S/C40H44O13/c1-16-8-29(43)52-15-39(48)24-11-23(24)37(3)25(39)12-22-20(14-51-28(42)7-6-27(41)50-13-16)36(47)53-40(22)26(37)10-19-18-9-21(18)38(4)31(19)32(40)30(33(44)34(38)45)17(2)35(46)49-5/h8,18,21,23-26,32,34,45,48H,6-7,9-15H2,1-5H3
• InChI Key: XOCHXEVAPBOSPH-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₄₄O₁₃
• Molecular Weight: 732.80 g/mol
• Exact Mass: 732.27819145 g/mol
• Topological Polar Surface Area (TPSA): 189.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 2.38
• H-Bond Acceptor: 13
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9787	97.87%
Caco-2	-	0.8324	83.24%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8260	82.60%
OATP2B1 inhibitior	-	0.8582	85.82%
OATP1B1 inhibitior	+	0.8411	84.11%
OATP1B3 inhibitior	+	0.9692	96.92%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6021	60.21%
BSEP inhibitior	+	0.9455	94.55%
P-glycoprotein inhibitior	+	0.7869	78.69%
P-glycoprotein substrate	+	0.7649	76.49%
CYP3A4 substrate	+	0.7393	73.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9051	90.51%
CYP3A4 inhibition	-	0.7414	74.14%
CYP2C9 inhibition	-	0.8258	82.58%
CYP2C19 inhibition	-	0.9105	91.05%
CYP2D6 inhibition	-	0.9473	94.73%
CYP1A2 inhibition	-	0.8674	86.74%
CYP2C8 inhibition	+	0.7333	73.33%
CYP inhibitory promiscuity	-	0.9484	94.84%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Danger	0.5437	54.37%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9139	91.39%
Skin irritation	-	0.5160	51.60%
Skin corrosion	-	0.9370	93.70%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4220	42.20%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	+	0.5709	57.09%
skin sensitisation	-	0.9062	90.62%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.8260	82.60%
Acute Oral Toxicity (c)	I	0.4316	43.16%
Estrogen receptor binding	+	0.8035	80.35%
Androgen receptor binding	+	0.7629	76.29%
Thyroid receptor binding	-	0.5107	51.07%
Glucocorticoid receptor binding	+	0.7712	77.12%
Aromatase binding	+	0.7133	71.33%
PPAR gamma	+	0.7375	73.75%
Honey bee toxicity	-	0.6089	60.89%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9752	97.52%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.56%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.20%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.87%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.60%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.55%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.15%	94.45%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	92.64%	97.14%
CHEMBL2996	Q05655	Protein kinase C delta	92.02%	97.79%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.96%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.40%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.69%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.66%	100.00%
CHEMBL5028	O14672	ADAM10	86.31%	97.50%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	83.61%	90.93%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.09%	93.03%
CHEMBL1902	P62942	FK506-binding protein 1A	82.73%	97.05%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.94%	82.69%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.68%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.35%	91.07%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.99%	97.25%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.42%	99.17%

Plants that contains it

• Chloranthus fortunei
• Oryctanthus spicatus

Cross-Links

• PubChem: 76394084
• LOTUS: LTS0067206
• wikiData: Q105337702